(1S,3S,5R,8S,9R,10S,11R,14R,16S,17R,18S,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-3,9,10,19-tetrol

Details

• Internal ID: 4eab5c51-6126-4b86-b5cc-2ef5750ba1aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1S,3S,5R,8S,9R,10S,11R,14R,16S,17R,18S,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-3,9,10,19-tetrol
• SMILES (Canonical): CC12CC(CC34C1C5CC67C3C(C(C(C6(C4N5C2)O)O)C(=C)C7)O)O
• SMILES (Isomeric): C[C@@]12C[C@@H](C[C@]34[C@@H]1[C@@H]5C[C@]67[C@H]3[C@H]([C@H]([C@@H]([C@@]6([C@H]4N5C2)O)O)C(=C)C7)O)O
• InChI: InChI=1S/C20H27NO4/c1-8-3-18-6-10-13-17(2)4-9(22)5-19(13)14(18)12(23)11(8)15(24)20(18,25)16(19)21(10)7-17/h9-16,22-25H,1,3-7H2,2H3/t9-,10-,11+,12-,13+,14+,15-,16-,17-,18+,19-,20-/m0/s1
• InChI Key: CUDAPDZQDGJUOS-PJYGEUAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₄
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.19400834 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8489	84.89%
Caco-2	-	0.6791	67.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4814	48.14%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7935	79.35%
P-glycoprotein inhibitior	-	0.9067	90.67%
P-glycoprotein substrate	-	0.5718	57.18%
CYP3A4 substrate	+	0.6204	62.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3646	36.46%
CYP3A4 inhibition	-	0.9906	99.06%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.8291	82.91%
CYP2D6 inhibition	-	0.8869	88.69%
CYP1A2 inhibition	-	0.8783	87.83%
CYP2C8 inhibition	-	0.7665	76.65%
CYP inhibitory promiscuity	-	0.9431	94.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5066	50.66%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.7376	73.76%
Skin corrosion	-	0.9037	90.37%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4384	43.84%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8146	81.46%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6793	67.93%
Acute Oral Toxicity (c)	III	0.5381	53.81%
Estrogen receptor binding	+	0.7482	74.82%
Androgen receptor binding	+	0.6928	69.28%
Thyroid receptor binding	+	0.6933	69.33%
Glucocorticoid receptor binding	+	0.7628	76.28%
Aromatase binding	+	0.7145	71.45%
PPAR gamma	+	0.5358	53.58%
Honey bee toxicity	-	0.8770	87.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.7966	79.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.66%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.51%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.19%	95.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.51%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.62%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.21%	92.94%

Plants that contains it

• Aconitum tanguticum

Cross-Links

• PubChem: 162956976
• LOTUS: LTS0061886
• wikiData: Q104970185